[Gly1,D-Asp3,ADMAdda5]MC-LHar

Details

• Internal ID: f0c05a97-8509-401f-bef7-004415bd8610
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (8S,11R,15S,18S,19S,22R)-18-[(1E,3E,5S,6S)-6-acetyloxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-15-[4-(diaminomethylideneamino)butyl]-1,19-dimethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• SMILES (Canonical): CC1C(NC(=O)C(NC(=O)CC(NC(=O)C(NC(=O)CNC(=O)C(=C)N(C(=O)CCC(NC1=O)C(=O)O)C)CC(C)C)C(=O)O)CCCCN=C(N)N)C=CC(=CC(C)C(CC2=CC=CC=C2)OC(=O)C)C
• SMILES (Isomeric): C[C@H]1[C@@H](NC(=O)[C@@H](NC(=O)C[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)C(=C)N(C(=O)CC[C@@H](NC1=O)C(=O)O)C)CC(C)C)C(=O)O)CCCCN=C(N)N)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC(=O)C)/C
• InChI: InChI=1S/C49H72N10O13/c1-27(2)22-37-46(67)58-38(48(70)71)25-40(61)54-35(16-12-13-21-52-49(50)51)45(66)56-34(18-17-28(3)23-29(4)39(72-32(7)60)24-33-14-10-9-11-15-33)30(5)43(64)57-36(47(68)69)19-20-42(63)59(8)31(6)44(65)53-26-41(62)55-37/h9-11,14-15,17-18,23,27,29-30,34-39H,6,12-13,16,19-22,24-26H2,1-5,7-8H3,(H,53,65)(H,54,61)(H,55,62)(H,56,66)(H,57,64)(H,58,67)(H,68,69)(H,70,71)(H4,50,51,52)/b18-17+,28-23+/t29-,30-,34-,35-,36+,37-,38+,39-/m0/s1
• InChI Key: OGIULMWAEYWUMA-CFKDJMJKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₂N₁₀O₁₃
• Molecular Weight: 1009.20 g/mol
• Exact Mass: 1008.52803239 g/mol
• Topological Polar Surface Area (TPSA): 360.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.29
• H-Bond Acceptor: 12
• H-Bond Donor: 10
• Rotatable Bonds: 16

Synonyms

• DTXSID401047297

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4635	46.35%
Caco-2	-	0.8628	86.28%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6571	65.71%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.8194	81.94%
OATP1B3 inhibitior	+	0.9257	92.57%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9061	90.61%
P-glycoprotein inhibitior	+	0.7458	74.58%
P-glycoprotein substrate	+	0.8774	87.74%
CYP3A4 substrate	+	0.7402	74.02%
CYP2C9 substrate	-	0.6215	62.15%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.8519	85.19%
CYP2C9 inhibition	-	0.7216	72.16%
CYP2C19 inhibition	-	0.7386	73.86%
CYP2D6 inhibition	-	0.8892	88.92%
CYP1A2 inhibition	-	0.7644	76.44%
CYP2C8 inhibition	+	0.7774	77.74%
CYP inhibitory promiscuity	-	0.9613	96.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5910	59.10%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.9004	90.04%
Skin irritation	-	0.7556	75.56%
Skin corrosion	-	0.9160	91.60%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6962	69.62%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.8328	83.28%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7120	71.20%
Acute Oral Toxicity (c)	I	0.5494	54.94%
Estrogen receptor binding	+	0.7563	75.63%
Androgen receptor binding	+	0.7183	71.83%
Thyroid receptor binding	+	0.6241	62.41%
Glucocorticoid receptor binding	+	0.6149	61.49%
Aromatase binding	+	0.6516	65.16%
PPAR gamma	+	0.7751	77.51%
Honey bee toxicity	-	0.6502	65.02%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9110	91.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.98%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.92%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.60%	96.09%
CHEMBL3837	P07711	Cathepsin L	98.91%	96.61%
CHEMBL4072	P07858	Cathepsin B	96.98%	93.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.67%	86.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.20%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.06%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.33%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.38%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.70%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.16%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.73%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.44%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.55%	93.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.76%	91.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.05%	89.00%
CHEMBL3524	P56524	Histone deacetylase 4	85.42%	92.97%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.40%	90.08%
CHEMBL1937	Q92769	Histone deacetylase 2	85.38%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.15%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.31%	82.69%
CHEMBL2535	P11166	Glucose transporter	83.85%	98.75%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.23%	89.67%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.96%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683835
• LOTUS: LTS0030397
• wikiData: Q105191638